Patent GB-934809-A (GB)
IPC: C09B62/00
Abstract: 934,809. Water-soluble heterocyclic reactive dyes. CASSELLA FARBWERKE MAINKUR A.G. July 11, 1960 [July 11, 1959], No. 24162/60. Class 2(4) The invention comprises dyes of formula where F is the residue of a dye containing at least one water-solubilizing group, A is the residue of an aromatic, cycloaliphatic or aliphatic intermediate member and preferably contains solubilizing groups, B is a halosymtriazine a-pyrimidine residue, R is H, alkyl, cycloalkyl or aralkyl, X is a residue of an unsaturated or halogen-containing aliphatic carboxylic or sulphonic acid, a residue of a carboxylic acid aryl ester, an epoxide or hydroxyethyl group, or an inorganic acid ester thereof, or a pyrimidine or sym-triazine residue containing at least one halogen atom, and m is an integer. The dyes are made by treating corresponding dyes, where X is H, with appropriate acylating or alkylating agents, or by treating a dye of formula F-[N(R)-B.Hal.] m  with a diamine of formula HN(R)-A-N(R)-X in the mol. ratio of at least 1 to m. Indicated dyes are of the nitro, nitroso, azomethane, anthraquinone, phthalocyanine, oxazine,thiazine, pyrimidine, sym-triazine, triarylmethane, quinoline, acridone, perinone, indigoid and mono- and poly-azo series. The group X is preferably derived from #-halosulphonic or carboxylic acids. Acid esters specified are those of sulphonic and phosphoric acid. The dyes colour cellulosic textile materials and are used in conjunction with an acid-binding agent. Examples are provided of the preparation of the dyes and their use in colouring cellulosic materials in a wide variety of colours. Representative of dyes I corresponding to F, used in the examples are 1-amino-4-(3<SP>1</SP>-amino-4<SP>1</SP>- sulpho- and 4<SP>1</SP>-methyl-, benzyl- and -cyclohexylamino - 3<SP>1</SP> - sulpho - phenylamino) - anthraquinone- 2-sulphonic acid, 1-acetylamino-3-aniline-4-sulphonic acid#2-amino-8-naphthol-3,6-disulphonic acid (saponified) or acetoacetic anilide (saponified), 1 -N-ethyl-N-acetylamino-4-aniline-2-sulphonic acid,# 1-(2<SP>1</SP>-chloro-5 <SP>1</SP>-sulphophenyl)-3- methyl-5-pyrazolone (saponified), 1-acetylamino- 3-aniline-4-sulphonic acid# 1 -(4<SP>1</SP>-sulphophenyl)-5 -pyrazolone-3-carboxylic acid (saponified) or 1 -toluenesulphoamino-8-naphthol-3,6-disulphonic acid (saponified), 1-amino-3-#-chloropropionyl-amino-benzene-6-sulphonic acid # 1(4<SP>1</SP>,6<SP>1</SP>-dichloro-1<SP>1</SP>,3<SP>1</SP>, 5<SP>1</SP>-triazinyl-2<SP>1</SP>)-amino- 8 - naphthol-3,6-disulphonic acid (this corresponds to F-N(R)-B-), copper phthalocyanine, sulphochloride reacted with 4,4<SP>1</SP>-diaminodiphenyl-2,2<SP>1</SP>- disulphonic acid, the reaction product of 4,4<SP>1</SP>- diamino-diphenyl-amino-2,3 1-disulphonic acid with 1 -chloro-2,6-dinitrobenzene-4-carboxylic acid and 2-aminophenol-4-sulphonic acid # 2-amino-5-naphthol-7-sulphonic acid (coppered), representative of compounds yielding A are 1,3-diaminobenzene-4-sulphonic acid, 4,4<SP>1</SP>-diaminodiphenyl and -diaminodiphenylamine- 2,3 1-disulphonic acids, 4,4<SP>1</SP>-diaminostilbene-2,2<SP>1</SP>- 1-  disulphonic acid, ethylene-diamine and 1,4- diaminocyclohexane, representative of compounds yielding B are cyanuric chloride and tri- and tetrachlor-pyrimidines and amongst specified compounds from which X is derived are #-chloropropionyl chloride, acryloylic chloride, chlorocarboxylic acid phenyl ester, cyanuric chloride and tri- and tetra-chlor-pyrimidines and further values for X are #-#-propyleneoxide, #-chloroethyl, #-hydroxyethyl sulphonic acid and 4-chloro-6-(3 <SP>1</SP>-#-chloropropionylamino-6<SP>1</SP>- sulphophenylamino)-1,3,5-triazinyl-(2)-. Reference has been directed by the Comptroller to Specifrcations 797,946, 805,562 and 822,047.